Cheap Flights from MDW to SJC
The Cheapest Round-trip Tickets from to San Jose
| Departure at | Return at | Stops | Airline | Find tickets |
|---|---|---|---|---|
| 14 November 2026 | 17 November 2026 | Direct |  | RT from 363 USD |
The Cheapest Flights for this Month from to San Jose
| Departure at | Return at | Stops | Airline | Find tickets |
|---|---|---|---|---|
| 23 September 2026 | 24 September 2026 | Direct | | RT from 968 USD |
| 24 September 2026 | 25 September 2026 | Direct | | RT from 1 030 USD |
| 25 September 2026 | 30 September 2026 | Direct | | RT from 683 USD |
| 26 September 2026 | 29 September 2026 | Direct | | RT from 683 USD |
| 29 September 2026 | 4 October 2026 | Direct | | RT from 594 USD |
| 1 October 2026 | 24 October 2026 | Direct | | RT from 506 USD |
| 10 October 2026 | 13 October 2026 | Direct | | RT from 378 USD |
| 13 October 2026 | 16 October 2026 | Direct | | RT from 445 USD |
| 16 October 2026 | 19 October 2026 | Direct | | RT from 387 USD |
| 19 October 2026 | 23 October 2026 | Direct | | RT from 442 USD |
| 14 November 2026 | 17 November 2026 | Direct | | RT from 363 USD |
| 30 December 2026 | 2 January 2027 | Direct | | RT from 500 USD |
| 15 April 2027 | 19 April 2027 | Direct | | RT from 427 USD |
The Cheapest Flights from to San Jose for the Year Ahead
| Departure at | Return at | Stops | Airline | Find tickets |
|---|---|---|---|---|
| 29 September 2026 | 4 October 2026 | Direct | | RT from 594 USD |
| 10 October 2026 | 13 October 2026 | Direct | | RT from 378 USD |
| 14 November 2026 | 17 November 2026 | Direct | | RT from 363 USD |
| 30 December 2026 | 2 January 2027 | Direct | | RT from 500 USD |
| 15 April 2027 | 19 April 2027 | Direct | | RT from 427 USD |